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| Date | Match | Score |
|---|---|---|
| 05.12.2025 | Hearts U21 - Cowdenbeath | 1 : 1 |
| 05.04.2025 | Cowdenbeath - Hearts U21 | 3 : 3 |
| 08.11.2024 | Hearts U21 - Cowdenbeath | 0 : 0 |
| 15.12.2023 | Cowdenbeath - Hearts U21 | 2 : 1 |
| 11.08.2023 | Hearts U21 - Cowdenbeath | 1 : 2 |
| 14.03.2023 | Cowdenbeath - Hearts U21 | 3 : 1 |
| 03.08.2022 | Hearts U21 - Cowdenbeath | 1 : 1 |
| 13.08.2019 | Hearts U21 - Cowdenbeath | 3 : 1 |
| Date | Match | Score | Res |
|---|---|---|---|
| 12.09.2026 | Hill Of Beath Hawthorn - Cowdenbeath | 2 - 0 | L |
| 08.09.2026 | Cowdenbeath - Kilmarnock II | 1 - 2 | L |
| 29.08.2026 | Linlithgow Rose - Cowdenbeath | 3 - 2 | L |
| 25.08.2026 | Cowdenbeath - East Kilbride | 1 - 3 | L |
| 22.08.2026 | Cowdenbeath - Stirling University | 4 - 2 | W |
| Date | Match | Score | Res |
|---|---|---|---|
| 08.09.2026 | Gala Fairydean Rovers - Hearts U21 | 1 - 6 | W |
| 25.08.2026 | Spartans - Hearts U21 | 5 - 0 | L |
| 11.08.2026 | Berwick Rangers - Hearts U21 | 3 - 4 | W |
| 18.04.2026 | Cowdenbeath - Hearts U21 | 3 - 0 | L |
| 10.04.2026 | Hearts U21 - Albion Rovers | 3 - 0 | W |